HuagongsheHuagongshe Chemistry Print Report · For research reference only
Pyridine → Jtp-4819
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Pyridine | HCID 1049 | — |
| Reactant | (S)-2-[[(S)-2-[(p-Methoxyphenoxy)acetyl]-1-pyrrolidinyl]carbonyl]-N-(phenylmethyl)-1-pyrrolidinecarboxamide | HCID 53792896 | — |
| Reactant | Ammonium cerium-nitrate | HCID 57418452 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | Jtp-4819 | HCID 178060 | 52.6% |
Reaction Steps
(S)-2-[[(S)-2-[(p-Methoxyphenoxy)acetyl]-1-pyrrolidinyl] -carbonyl]-N-(phenylmethyl)-1-pyrrolidinecarboxamide (500 mg) was dissolved in acetonitrile (8 ml) and water (2 ml), and thereto were added pyridine (0.22 ml) and ammonium cerium nitrate (1.47 g). The mixture was stirred at room temperature for 30 minutes. The mixture was poured into ice water and extracted with methylene chloride. The extract was dried over anhydrous sodium sulfate, and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (eluent: chloroform-methanol) to give the title compound (203 mg) (see Table 1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05536737 |
| Source dataset | uspto-grants-1996_07 |
| ORD ID | ord-84832c12fb0b49548dae270182355a3d |
| Source note | uspto-grants-1996_07 |